Mow anything taller than 5 inches. I have not found any benefit to letting seeds develop, plus the grass plant will go dormant after seed production if allowed to dry. Tall grass has no food value as the long stems dry, might irritate eyes as horses try to graze new growth at ground level. Around here, Ticks like tall grass to get on animals as they brush by. Shorter grass does not allow that oportunity to Ticks.
Mow NOW!! Grasses want to produce seed, reproducing is their goal in life! Cutting grass leaves keeps growth “coming along” as plant keeps trying to get big enough to set seed. The plants also develop a much stronger root system, not all growth is in the leaves when you keep them mowed.
I mow no lower than 5 inches, try not to let grasses get over 8 inches before mowing again. You take off less leaf at one time, causing less stress to the plant after mowing. Sounds silly, but removing a lot of leaf at once shocks the plant, loses food production surface, so plants take a longer time to recover, get back to growing. Only taking off a third or less length each mowing, does not cause plant stress. I don’t mow during drought times.
I would severely limit horse grazing time in moving from scraggly field to more lush grazing fields. Having SO MUCH lush grass at once could cause problems, make them sick. You would be amazed at the quantity they consume in even only a half hour!! Maybe start with a half hour on the good stuff after mowing it, then put them back in scraggly field for daily turn out. After a few days, 3-4, give them another 10 minutes on good stuff for the 3-4 days. Adding time every few days over 3-4 weeks should let them transition without problems. Sounds like overkill, but easier than dealing with colic or laminitus!
Maybe they got a quick transition with no problems in other years. The past transition history does not mean they will be fine THIS year. Seems with age, many horses need to be more carefully handled during changes in grazing, new feeds, getting vaccination timing spread out. Need lots more time to adjust safely than when younger.
Mow the scraggly field even if not very tall, to get growth even, shorten the weeds. Horses want to graze new growth, not the really long, tough stems and leaves.